77099-17-3Relevant academic research and scientific papers
Indium-mediated β-allylation, β-propargylation, and β-allenylation onto α,β-unsaturated ketones: Reactions of in-situ-generated 3-tert-butyldimethylsilyloxyalk-2-enylsulfonium salts with in-situ-generated organoindium reagents
Lee, Kooyeon,Kim, Hyunseok,Miura, Tomoya,Kiyota, Koichi,Kusama, Hiroyuki,Kim, Sunggak,Iwasawa, Nobuharu,Lee, Phil Ho
, p. 9682 - 9688 (2003)
3-tert-Butyldimethylsilyloxyalk-2-enylsulfonium salts, generated in situ from the reaction of α,β-enones with dimethyl sulfide in the presence of TBSOTf, underwent a novel nucleophilic substitution with allylindiums to give silyl enol ethers of δ,ε-alkeny
Keten Silyl Acetal Chemistry; Simple Synthesis of Methyl Jasmonate and Related Compounds by Utilising Keten Methyl Dimethyl-t-butylsilyl Acetal
Kita, Yasuyuki,Segawa, Jun,Haruta, Jun-ichi,Yasuda, Hitoshi,Tamura, Yasumitsu
, p. 1099 - 1104 (2007/10/02)
Conjugate addition of keten silyl acetals to α,β-unsaturated carbonyl compounds in acetonitrile gave a quantitative yield of the corresponding methyl (3-trialkylsiloxyalk-2-enyl)acetates; subsequent site-specific electrophilic substitution yielded the corresponding 2-substituted 3-(alkoxycarbonylmethyl)alkanones.These novel addition and sequential alkylation reactions could be applied to a simple synthesis of methyl jasmonate, methyl didehydrojasmonate, and methyl dihydrojasmonate.
